3,6-二（炔芳基）-9,9-二苯基取代硅芴和锗芴的合成与表征

IF 2.1 3区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Organometallic Chemistry Pub Date : 2025-09-04 DOI:10.1016/j.jorganchem.2025.123849

Stephan Germann , Nigam P. Rath , Teresa Bandrowsky , James B. Carroll , Nick Virayasiri , Alan Scheibel , Ethan Gallaher , Justin Weatherford-Pratt , Jordan Rabus , Benjamin Bythell , Matthias Bremer , Janet Braddock-Wilking , William R. Winchester

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引用次数: 0

摘要

以5,5′-二溴-2,2′-二溴-1,1′-联苯为原料，与Ph2ECl2 （E = Si, Ge）进行闭合环反应，通过锂-卤素交换反应合成了一系列发光的3,6-二取代炔基（芳基）-9,9-二苯基硅芴和-生芴。随后pd催化Sonogashira与末端对取代（芳基）炔的偶联反应得到3,6-双（炔基）芳基-9,9-二苯基硅和生芴。新合成的硅芴和锗芴在285 ~ 296 nm范围内表现出吸收，在347 ~ 401 nm范围内表现出强荧光。新化合物通过紫外可见光谱和荧光光谱、多核磁共振、高分辨率质谱、熔点和x射线晶体学进行了表征。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis and Characterization of 3,6-bis(alkynylaryl)-9,9-diphenyl Substituted Silafluorenes and Germafluorenes

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Synthesis and Characterization of 3,6-bis(alkynylaryl)-9,9-diphenyl Substituted Silafluorenes and Germafluorenes

A series of luminescent 3,6-disubstituted-alkynyl(aryl)-9,9-diphenylsilafluorenes and -germafluorenes have been synthesized from the lithium-halogen exchange reaction of 5,5’-dibromo-2,2’-diodo-1,1’-biphenyl followed by a ring closure reaction with Ph₂ECl₂ (E = Si, Ge). A subsequent Pd-catalyzed Sonogashira coupling reaction with a terminal p-substituted(aryl)alkyne afforded the 3,6-bis(alkynyl)aryl-9,9-diphenylsila- and germafluorenes. The new sila- and germafluorenes exhibit absorption in the region of 285-296 nm and show strong fluorescence in the region of 347- 401 nm. The new compounds were characterized by UV-Vis and fluorescence spectroscopy, multinuclear NMR, high resolution mass spectrometry, melting point, and in several cases by X-ray Crystallography.

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来源期刊

Journal of Organometallic Chemistry 化学-无机化学与核化学

CiteScore

4.40

自引率

8.70%

发文量

221

审稿时长

36 days

期刊介绍： The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.